Delius Lab – Publications

Preprint: A Chiral Nanohoop as Highly Efficient Asymmetric Organocatalyst

A. Sacristán-Martín, F. Schwer, T. Pickl, A. Lebzelter, A. Pöthig, M. von Delius
ChemRXiv 2024, DOI: 10.26434/chemrxiv-2024-srqv5-v2

74: Thioorthoester Polymers as Sulfur-Rich Materials in Metal Scavengers and Battery Cathodes

J. Kraus, A. Gruber, R. Gomes, D. Iannitto, K. Leopold, M. von Delius
Angew. Chem. Novit 2025, accepted.

Selected for upgrade transfer to Angew. Chem. Novit.

73: Highly Loaded Reactive Oxygen Species–Responsive Theranostic Lenvatinib‐Prodrug Nanoparticles Produced by Dispersion Polymerization

S. Spiewok, F. Jansen, J. Han, M. Lamla, M. von Delius, C. Trautwein, L. De Laporte, A. J. C. Kuehne
Adv. Nanobiomed. Res. 2025, 2400187.

72: Thioorthoester polymer, method for producing thioorthoester polymers and use of thioorthoester polymers

M. von Delius, K. Leopold, J. Kraus, A. Gruber
European Patent Application 2025, EP25157151.9

71: Inverse Vulcanization of all-cis-Fluorinated Cyclohexylacrylate: Tailored Polymers for Li-S Battery Cathode Materials

A. P. Grimm, B. Deng, S. V. Haridas, D. Voll, C. W. Schmitt, M. von Delius, F. Scheiba, P. Théato
Eur. Polym. J. 2025, accepted.

Part of special issue “P- and S-containing polymers”

70: Ring-in-Ring Assembly Facilitates the Synthesis of a [12]Cycloparaphenylene Hetero[3]Catenane

W. Shi, Y. Hu, L. Leanza, Y. Shchukin, P. A. Hoffmann, M. Li, C. Ning, Z.-Y. Cao, Y. Xu, P. Du, M. von Delius, G. M. Pavan, Y. Xu
Angew. Chem. Int. Ed. 2025, e202421459.

Highlighted in Nature Synthesis. Selected as “Hot Paper”. Also available as preprint on ChemRXiv.

69: Nanohoops Favour Light-Induced Energy Transfer over Charge Separation in Porphyrin/[10]CPP/Fullerene Rotaxanes

F. Schwer, S. Zank, M. Freiberger, F. M. Steudel, N. Geue, L. Ye, P. E. Barran, T. Drewello, D. M. Guldi, M. von Delius
Angew. Chem. Int. Ed. 2024, 63, e202413404

Selected as “Hot Paper“.

68: Screening Cobalt-based Catalysts on Multicomponent CdSe@CdS Nanorods for Photocatalytic Hydrogen Evolution in Aqueous Media

M. Boecker, S. Lander, R. Müller, A. L. Gaus, C. Neumann, J. Moser,
M. Micheel, A. Turchanin, M. von Delius, C. V. Synatschke, K. Leopold,
M. Wächtler, and T. Weil
ACS Appl. Nano Mater. 2024, 7, 14146–14153

67: A Stable Chichibabin Diradicaloid with Near-Infrared Emission

X. Chang, M. E. Arnold, R. Blinder, J. Zolg, J. Wischnat, J. van Slageren, F. Jelezko, A. J. C. Kuehne M. von Delius
Angew. Chem. Int. Ed. 2024, 63, e202404853

Selected as “Hot Paper”.

66: Simultaneous Inside and Outside Functionalization of Single-Walled Carbon Nanotubes

J. Kraus, L. Meingast, J. Hald, S. B. Beil, J. Biskupek, C. L. Ritterhoff, S. Gsänger, J. Eisenkolb, B. Meyer, U. Kaiser, J. Maultzsch, M. von Delius
Angew. Chem. Int. Ed. 2024, 63, e202402417

65: Regio-switchable Bingel bis-functionalization of fullerene C70 supramolecular masks

V. Iannace, C. Sabrià, Y. Xu, M. von Delius, I. Imaz, D. Maspoch, F. Feixas, X. Ribas
J. Am. Chem. Soc. 2024, 146, 5186–5194

Highlighted on the journal supplementary cover

64: The Dynamic Chemistry of Orthoesters and Trialkoxysilanes: Making Supramolecular Hosts Adaptive, Fluxional and Degradable

S. Hollstein, M. von Delius
Acc. Chem. Res. 2024, 57, 602–612

graphical abstract showing a general structure and aggregation properties of acylphosphates

63: Acylphosphates as versatile transient species in reaction networks and optical catalyst screenings

A. Englert, F. Majer, J. L. Schiessl, A. J. C. Kuehne, M. von Delius
Chem, 2024, 10, 910–923

Also available as preprint on ChemRXiv.

Tripodal, highly polar derivatives of all-cis flurotinated cyclohexane

62: Synthesis and supramolecular properties of all-cis-2,4,6-trifluorocyclohexane-1,3,5-triol

S. V. Haridas, M. von Delius
Chem. Commun. 2024, 60, 606‒609

61: Recent advances in supramolecular fullerene chemistry

X. Chang, Y. Xu, M. von Delius
Chem. Soc. Rev. 2024, 53, 47‒83

Invited contribution to Themed Collection “Supramolecular Chemistry“. Highlighted on the journal front cover

graphical abstract showing catenane synthesis with a hierarchical supramolecular complex

60: Synthesis of C60/[10]CPP-Catenanes by Regioselective, Nanocapsule-Templated Bingel Bis-Addition

F. M. Steudel, E. Ubasart, L. Leanza, M. Pujals, T. Parella, G. M. Pavan, X. Ribas, M. von Delius
Angew. Chem. Int. Ed. 2023, 62, e202309393

59: An Algebraic Blueprint for Predicting Turnover Numbers and Endpoints in Photocatalysis

S. Klingler, M. Hlavatsch, B. Bagemihl, A. K. Mengele, A.-L. Gaus, M. von Delius, S. Rau, B. Mizaikoff
ChemPhysChem, 2023, e202300767

Highlighted on the journal front cover

58: Supramolecular Polymerization of all-cis Fluorinated Cyclohexanes: Influence of Side Chains

S. V. Haridas, O. Shyshov, M. von Delius
Org. Mater. 2023, 5, 166‒174

graphical abstract showing trialkoxysilane exchange and a trialkoxysilane cryptate

57: Trialkoxysilane Exchange: Scope, Mechanism, Cryptates and pH-Response

S. Hollstein, P. Erdmann, A. Ulmer, H. Löw, L. Greb, M. von Delius
Angew. Chem. Int. Ed. 2023, 62, e202304083

Selected as “Hot Paper”.

56: Steric Control over the Threading of Pyrophosphonates with One or Two Cyanostar Macrocycles during Pseudorotaxane Formation

J. Vogel, Y. Chen, R. E. Fadler, A. H. Flood, M. von Delius
Chem. Eur. J. 2023, 29, e202300899

55: Into the Dynamics of Rotaxanes at Atomistic Resolution

L. Leanza, C. Perego, L. Pesce, M. Salvalaglio, M. von Delius, G. M. Pavan
Chem. Sci. 2023, 14, 6716‒6729

Also available as preprint on ChemRXiv.

54: [n]Cycloparaphenylene-Pillar[5]arene Bismacrocycles: Their Circularly Polarized Luminescence and Multiple Guest Recognition Properties

Y. Xu, F. Steudel, M. Leung, B. Xia, M. von Delius, V. W. Yam
Angew. Chem. Int. Ed. 2023, 62, e202302978

Selected as VIP Paper and highlighted in Weixin (in Mandarin).

53: Two rings around one ball: Stability and charge localization of [1:1] and [2:1] complex ions of [10]CPP and C60/70

M. Freiberger, M. B. Minameyer, I. Solymosi, S. Frühwald, M. Krug, Y. Xu, A. Hirsch, T. Clark, D. Guldi, M. von Delius, K. Amsharov, A. Görling, M. E. Pérez-Ojeda, T. Drewello
Chem. Eur. J. 2023, 29, e202203734

52: A triazolium-anchored self-immolative linker enables self-assembly-driven siRNA binding and esterase-induced release

S. Hollstein, L. M. A. Ali, M. Coste, J. Vogel, N. Bettache, S. Ulrich, M. von Delius
Chem. Eur. J. 2023, 29, e202203311

51: A Ribonucleotide ↔ Phosphoramidate Reaction Network Optimized by Computer-Aided Design

A. Englert, J. F. Vogel, T. Bergner, J. Loske, M. von Delius
J. Am. Chem. Soc. 2022, 144, 15266–15274

50: Anion-assisted amidinium exchange and metathesis

O. Borodin, Y. Shchukin, J. Schmid, M. von Delius
Chem. Commun. 2022, 58, 10178‒10181

49: Dynamic Covalent Self-Assembly of Chloride- and Ion-Pair-Templated Cryptates

S. Hollstein, O. Shyshov, M. Hanževački, J. Zhao, T. Rudolf, C. M. Jäger, M. von Delius
Angew. Chem. Int. Ed. 2022, 134, e202201831

Highlighted in ERC “Research results of the week”. Also published in German, translated by Selina Hollstein. Highlighted on the journal inside cover

48: Synthesis and C60 Binding of Aza[10]CPP and N-Methylaza[10]CPP

F. Schwer, S. Zank, M. Freiberger, R. Kaur, S. Frühwald, C. C. Robertson, A. Görling, T. Drewello, D. M. Guldi, M. von Delius
Org. Mater. 2022, 4, 7‒17

Highlighted on the Thieme Chemistry homepage; Contribution to Focus Issue “SupraChem 2022”.

47: Carbodiimide-driven dimerization and self-assembly of artificial, ribose-based amphiphiles

J. Sun, J. Vogel, L. Chen, A. L. Schleper, T. Bergner, A. J. C. Kuehne, M. von Delius
Chem. Eur. J. 2022, 28, e202104116

Highlight in Mandarin: 碳二亚胺驱动的核糖核苷酸类两亲化合物的二聚化及自组装; Part of Special Collection in memory of Klaus Hafner.

46: Pd-Modified De-alloyed Au-Ni-Microelectrodes for In situ and Operando Mapping of Hydrogen Evolution

J. Kund, J. Romer, E. Oswald, A. Gaus, M. Küllmer, A. Turchanin, M. von Delius, C. Kranz
ChemElectroChem 2022, 9, e202200071

Invited contribution to “Wolfgang Schuhmann Festschrift”.

45: Synthesis and nanoscale characterization of hierarchically assembled molecular nanosheets

M. Richard-Lacroix, M. Küllmer, A. Gaus, C. Neumann, C. Tontsch, M. von Delius, V. Deckert, A. Turchanin
Adv. Mater. Interfaces 2022, 9, 2102389

44: Cobaloxime complex salts: synthesis, patterning on carbon nanomembranes and heterogeneous hydrogen evolution studies

E. Oswald, A. Gaus, J. Kund, M. Küllmer, J. Romer, S. Weizenegger, T. Ullrich, A. K. Mengele, L. Petermann, R. Leiter, P. R. Unwin, U. Kaiser, S. Rau, A. Kahnt, A. Turchanin, M. von Delius, C. Kranz
Chem. Eur. J. 2021, 27, 16896‒16903

Highlighted on the Inside Cover and as Hot Paper; Invited Contribution to Special Issue on “Contemporary Challenges in Catalysis“.

43: Self-assembly of stimuli-responsive [2]rotaxanes by amidinium exchange

O. Borodin, Y. Shchukin, C. C. Robertson, S. Richter, M. von Delius
J. Am. Chem. Soc. 2021, 143, 16448‒16457

42: Living Supramolecular Polymerization of Fluorinated Cyclohexanes

O. Shyshov, S. V. Haridas, L. Pesce, H. Qi, A. Gardin, D. Bochicchio, U. Kaiser, G. M. Pavan, M. von Delius
Nat. Commun. 2021, 12, 3134

Selected as Editor’s Highlight.

animation showing a 3d structure of supramolecular three-shell complex based on cubic organometallic cage, fullerene, and [10]CPP

41: A three-shell supramolecular complex enables the symmetry-mismatched chemo- and regioselective bis-functionalization of C60

E. Ubasart, O. Borodin, C. Fuertes-Espinosa, Y. Xu, C. García-Simón, J. Juanhuix, F. Gándara, I. Imaz, D. Maspoch, M. von Delius, X. Ribas
Nat. Chem. 2021, 13, 420‒427

Press release in English and German; Highlighted on the journal front cover and in C&EN, Chemistry Views, Nanowerk, ChemEurope, Laborpraxis, ChemistryCommunity; Animated Gif by Agustí Lledó.

40: Supramolecular Approaches for Taming the Chemo- and Regiochemistry of C60 Addition Reactions

S. B. Beil, M. von Delius
Org. Mater. 2021, 3, 146‒154

Invited contribution to Focus Issue “Peter Bäuerle’s 65th Birthday“.

graphical abstract showing hydrogen formation from protons using a porhyrin macrocycle

39: A dinuclear porphyrin-macrocycle as efficient catalyst for the hydrogen evolution reaction

J. Jökel, F. Schwer, M. von Delius, U. Apfel
Chem. Commun. 2020, 56, 14179–14182

Invited contribution to themed collection “(photo)electrocatalysis for renewable energy”.

38: Dynamic covalent formation of concave disulfide macrocycles mechanically interlocked with single-walled carbon nanotubes

B. Balakrishna, A. Menon, K. Cao, S. Gsänger, S. B. Beil, J. Villalva, O. Shyshov, O. Martin, A. Hirsch, B. Meyer, U. Kaiser, D. M. Guldi, M. von Delius
Angew. Chem. Int. Ed. 2020, 59, 18774‒18785

Selected as VIP Paper. Highlighted in ChemistryViews. Graphical Abstract gif created by VH Shyamkumar.

graphical abstract showing MALDI experiment with [10]CPP and fullerenes

37: Investigation of Cycloparaphenylenes (CPPs) and their noncovalent Ring‐in‐Ring and Fullerene‐in‐Ring Complexes by (Matrix‐Assisted) Laser Desorption/Ionization and Density‐Functional Theory

37: Investigation of Cycloparaphenylenes (CPPs) and their noncovalent Ring‐in‐Ring and Fullerene‐in‐Ring Complexes by (Matrix‐Assisted) Laser Desorption/Ionization and Density‐Functional Theory

M. B. Minameyer, Y. Xu, S. Frühwald, A. Görling, M. von Delius, T. Drewello
Chem. Eur. J. 2020, 26, 8729–8741

Selected as Hot Paper.

Highlighted on the journal inside cover.

graphical abstract showing interconversion of orthoester cryptands

36: Self-Assembly, Adaptive Response and in,out-Stereoisomerism of Large Orthoformate Cryptands

H. Löw, E. Mena-Osteritz, K. M. Mullen, C. M. Jäger, M. von Delius
ChemPlusChem 2020, 85, 108–112

Invited Contribution to the Special Collection “Supramolecular Chemistry: Young Talents and their Mentors”. Highlighted in ChemistryViews.

graphical abstract showing examples of supramolecular complexes of cycloparaphenylene rings

35: The Supramolecular Chemistry of Strained Carbon Nanohoops

Y. Xu, M. von Delius
Angew. Chem. Int. Ed. 2020, 59, 559–573

Also published in German. Translated by Dr. Sebastian Beil.

Highlighted on the journal inside cover

graphical abstract showing the structure of a porphyrin macrocycle and its complex with fullerene

34: Highly Strained, Radially π-Conjugated Porphyrinylene Nanohoops

Y. Xu, S. Gsänger, M. B. Minameyer, I. Imaz, D. Maspoch, O. Shyshov, F. Schwer, X. Ribas, T. Drewello, B. Meyer, M. von Delius
J. Am. Chem. Soc. 2019, 141, 18500–18507

Highlighted on the journal front cover.

graphical abstract showing reaction schemes of trithioorthoester exchange and metathesis

33: Trithioorthoester Exchange and Metathesis: New Tools for Dynamic Covalent Chemistry

M. Bothe, G. Orrillo, R. Furlan, M. von Delius
Synlett 2019, 30, 1988–1994

Invited contribution to the Special Issue “Metathesis beyond Olefins“ edited by Bill Morandi.

graphical abstract showing formation of a cryptand and a cryptate via orthoester exchange

32: Self-templated synthesis of an orthoformate in,in-cryptand and its bridgehead inversion by dynamic covalent exchange

H. Löw, E. Mena-Osteritz, M. von Delius
Chem. Commun. 2019, 55, 11434-11437

graphical abstract showing structural changes in orthoester cryptands

31: Ammonium Complexes of Orthoester Cryptands are Inherently Dynamic and Adaptive

X. Wang, O. Shyshov, M. Hanževački, C. Jäger, M. von Delius
J. Am. Chem. Soc. 2019, 141, 8868−8876

graphical abstract showing orthoesters with their precursors and a food chain

30: Über den Trend vom Molekül zum System

M. von Delius, S. Hollstein
Nachrichten aus der Chemie 2019, 67, 62–65

graphical abstract showing reaction scheme of orthoester polymerization

29: Long-Chain Polyorthoesters as Degradable Polyethylene Mimics

T. Haider, O. Shyshov, O. Suraeva, I. Lieberwirth, M. von Delius, F. R. Wurm
Macromolecules 2019, 52, 2411−2420

graphical abstract showing rotaxane molecule based on fullerenes and [10]CPP

28: A Concave-Convex π-π Template Approach Enables the Synthesis of [10]Cycloparaphenylene-Fullerene [2]Rotaxanes

Y. Xu, R. Kaur, B. Wang, M. B. Minameyer, S. Gsänger, B. Meyer, T. Drewello, D. M. Guldi, M. von Delius
J. Am. Chem. Soc. 2018, 140, 13413–13420

Highlighted as JACS Spotlight.

graphical abstract showing charge transfer in supramolecular complexes based on porphyrin, fullerene, and [10]CPP

27: A Supramolecular [10]CPP Junction Enables Efficient Electron Transfer in Modular Porphyrin-[10]CPP-Fullerene Complexes

Y. Xu, B. Wang, R. Kaur, M. B. Minameyer, M. Bothe, T. Drewello, D. M. Guldi, M. von Delius
Angew. Chem. Int. Ed. 2018, 57, 11549–11553

graphical abstract showing x-ray structures of orthoester cryptates and their transformations

26: Self-Assembled Orthoester Cryptands: Orthoester Scope, Post-Functionalization, Kinetic Locking and Tunable Degradation Kinetics

H. Löw, E. Mena-Osteritz, M. von Delius
Chem. Sci. 2018, 9, 4785–4793

graphical abstract showing solid-state structure of complex between chloride and hexafluorocyclohexane

25: Evidence for anion-binding of all-cis hexafluorocyclohexane in solution and solid state

O. Shyshov, K. A. Siewerth, M. von Delius
Chem. Commun. 2018, 54, 4353–4355

24: Disulfide-centered poly(methyl acrylates): four different stimuli to cleave a polymer

U. F. Fritze, S. L. Craig, M. von Delius
J. Polym. Sci., Part A: Polym. Chem. 2018, 56, 1404‒1411

graphical abstract showing reaction scheme of azafullerene formation and a graph besides

23: Second Generation Azafullerene Monoadducts as Electron Acceptors in Bulk Heterojunction Solar Cells

M. Bothe, M. P. Montero-Rama, A. Viterisi, W. Cambarau, C. Stenta, E. Palomares, L. F. Marsal, M. von Delius
Synthesis 2018, 50, 764–771

Invited contribution to the Bürgenstock 2017 Special Issue “Future stars in organic chemistry”.

22: Synthesis and Biological Activity of Octaketides from the Cytosporone Family

M. von Delius, C. M. Le, B. Ellinger, M. Kuzikov, S. Gul, V. M. Dong
Isr. J. Chem. 2017, 57, 975–981

Invited contribution to the Special Issue “Bond Activation by Metal Complexes“ in honour of Bob Bergman.

21: Adaptive Behaviour of Dynamic Orthoester Cryptands

O. Shyshov, R. Brachvogel, T. Bachmann, R. Srikantharajah, D. Segets, F. Hampel, R. Puchta, M. von Delius
Angew. Chem. Int. Ed. 2017, 56, 776‒781

Highlighted in Nachrichten aus der Chemie.

book cover with a nanotube and molecules inside

20: Heterofullerenes: Doped Buckyballs

M. von Delius, A. Hirsch
Book chapter in “Chemical Synthesis and Applications of Graphene and Carbon Materials” (M. Antonietti, K. Müllen),
Wiley-VCH, Weinheim, 2017, 191–216

graphical abstract showing general reaction scheme with esters, acetals, and orthoesters as starting materials

19: The Dynamic Covalent Chemistry of Esters, Acetals and Orthoesters

R. Brachvogel, M. von Delius
Eur. J. Org. Chem. 2016, 3662–3670

18: Dynamic disulfide metathesis induced by ultrasound

U. F. Fritze, M. von Delius
Chem. Commun. 2016, 52, 6363‒6366

Highlighted on the Inside Cover.

17: Optimized Syntheses of Optically Pure P-Alkene Ligands: Crystal Structures of a Pair of P-Stereogenic Diastereomers

A. Herrera, A. Linden, F. W. Heinemann, R. Brachvogel, M. von Delius, R. Dorta
Synthesis 2016, 48, 1117–1121

graphical abstract showing schematic structures of fullerene-containing polymers

16: Morphological and electrical control of fullerene dimerization determines organic photovoltaic stability

T. Heumüller, W. R. Mateker, A. Distler, U. F. Fritze, R. Cheachareon, W. Nguyen, M. Biele, M. Salvador, M. von Delius, H. Egelhaaf, M. D. McGehee, C. J. Brabec
Energy Environ. Sci. 2016, 9, 247–256

graphical abstract showing formation of a cryptate via orthoester exchange

15: Small Is (also) Beautiful: Dynamic Covalent Self-Assembly of Cryptates

M. von Delius
Synlett 2016, 27, 177–180

graphical abstract showing structures of three orthoester cryptates

14: NMR Studies on Li+, Na+ and K+ Complexes of Orthoester Cryptand o-Me2-1.1.1

R. Brachvogel, H. Maid, M. von Delius
Int. J. Mol. Sci. 2015, 16, 20641–20656

13: Self-assembly of dynamic orthoester cryptates

R. Brachvogel, F. Hampel, M. von Delius
Nat. Commun. 2015, 6, 7129

Highlighted in Nature Chemistry, Nachrichten aus der Chemie, Der Standard, Nürnberger Nachrichten, Nürnberger Zeitung, Der Fränkische Tag, Innovations Report.

graphical abstract showing a reaction scheme of orthoester exchange

12: Orthoester exchange: a tripodal tool for dynamic covalent and systems chemistry

R. Brachvogel, M. von Delius
Chem. Sci. 2015, 6, 1399–1403

graphical abstract showing a structure of azafullerene and a graph

11: Increased short circuit current in an azafullerene-based organic solar cell

W. Cambarau, U. F. Fritze, A. Viterisi, E. Palomares, M. von Delius
Chem. Commun. 2015, 51, 1128–1130

graphical abstract showing general structures of orthoesters and orthoester cryptates

10: Novel crown ether complexes and methods for producing the same

M. von Delius, R. Brachvogel
European Patent Application 2014, EP3000811B1

graphical abstract showing analysis workflows with molecular sensors

09: Rezeptoren im Verbund

M. von Delius
Nachrichten aus der Chemie 2014, 62, 522–525

08: Rhodium-Phosphoramidite Catalyzed Alkene Hydroacylation: Mechanism and Octaketide Natural Product Synthesis

M. von Delius, C. M. Le, V. M. Dong
J. Am. Chem. Soc. 2012, 134, 15022–15032

Highlighted in ChemInform.

07: Light-Driven Transport of a Molecular Walker in Either Direction along a Molecular Track

M. J. Barrell, A. G. Campaña, M. von Delius, E. M. Geertsema, D. A. Leigh
Angew. Chem. Int. Ed. 2011, 50, 285–290

Cover picture. Highlighted in C&E News.

06: Nitrogen Directs Multiple Radical Additions to the 9,9′-Bi-1-aza(C60-Ih)[5,6]fullerene: X-ray Structure of 6,9,12,15,18-C59N(CF3)5

N. B. Shustova, I. V. Kuvychko, A. A. Popov, M. von Delius, L. Dunsch, O. P. Anderson, A. Hirsch, S. H. Strauss, O. V. Boltalina
Angew. Chem. Int. Ed. 2011, 50, 5537–5540